Flatiron Building
Flatiron Building

Gramercy and Flatiron guide: The best of the neighborhood

Find the best restaurants, events, bars, shops, attractions and things to do in Gramercy and Flatiron in Manhattan

Advertising

Taking its name from the distinctive wedge-shaped Flatiron Building, the Flatiron District extends from 14th to 30th Streets, between Sixth and Park Avenues. Initially, it was predominantly commercial, home to numerous toy manufacturers and photography studios. In the 19th century, the neighborhood went by the moniker of Ladies’ Mile, thanks to the ritzy department stores that lined Broadway and Sixth Avenue. These retail palaces attracted the “carriage trade,” wealthy women who bought the latest imported fashions and household goods. By 1914, most of the department stores had moved north, leaving their proud cast-iron buildings behind. By the turn of the millennium, many Internet start-ups had moved to the area, earning it the nickname “Silicon Alley.”

RECOMMENDED: Full coverage of things to do in Manhattan

The Gramercy neighborhood surrounds Gramercy Park—the tranquil, gated square at the bottom of Lexington Avenue between 20th and 21st Streets. A key to the secluded green space, which was developed in the 1830s to resemble a London square, is one of the most sought-after treasures in all the five boroughs. For the most part, only residents of the beautiful surrounding townhouses and apartment buildings have access to the park. But members of two private clubs—the Players Club and the National Arts Club—and guests of the exclusive Gramercy Park Hotel can also gain entry.

To find out more about things to do, see, eat and drink in Manhattan, and discover other neighborhoods in the area, visit our Manhattan borough guide.

Map of Gramercy and Flatiron and travel information

The combined Gramercy and Flatiron neighborhoods lie east of Chelsea, running north from E 14th St to E 30th St between Fifth Ave and the East River (minus the chunk from 23rd St to 30th St between Lexington Ave and the river, known as Kips Bay). However, as with many NYC neighborhoods, the borders are disputed and evolving—NoMad is slowly catching on as the new name for the blocks north of Madison Square Park.

The area is served by the nexus of subway lines (L, N, Q, R, 4, 5, 6) that converge at 14th St–Union Sq station, offering a direct link to lower Manhattan, the Upper East Side, Brooklyn, Queens and the Bronx; there are further stops for the N, R and 6 at 23rd St and 28th St.

Restaurants in Gramercy and Flatiron

  • Italian
  • Flatiron
Chef Stefano Secchi came up at triple-Michelin starred Osteria Francescana in Modena, Italy, prior to opening his own sensational spot in Manhattan in 2019. Rezdôra is now the best Italian restaurant in New York City, leading a list of venerable institutions. Its terrific regional pasta tasting is still $98, and favorites like anolini di parma, tagliolini al ragu and the famed grandma walking through forest in Emilia (Cappelletti verdi with roasted, sautéed leeks and black mushroom purée) are available à la carte, as well. 
  • Austrian
  • Gramercy
  • price 2 of 4
Rolf’s Restaurant
Rolf’s Restaurant
This bar and grill combines traditional German food and beer with a healthy serving of kitsch, notably with its annual Christmas decorations. Year-round, you can enjoy a wide range of German dishes, especially meats and sausages, while an array of faux medieval paintings peaks out behind obsessively entwined oak branches. The portions are extremely generous; more sauerbraten, really than anyone could (or perhaps should) eat. There are five different schnitzel offerings, but you can’t go wrong in ordering the simple Wiener schnitzel. In the end, the zeitgeist is more Epcot Center than Bavaria and like the theme park it’s a fun ride.
Advertising
  • Flatiron
Welcome to Borgo, restaurateur Andrew Tarlow's first restaurant in Manhattan after a 10-year gap. The ingredient-forward trattoria features a wood-burning oven, a sleek black and marble bar and a plant-heavy back garden. The Chicories salad is made for sharing and the Timballo de Anelletti with braised beef cheek nestled inside is the dish to have on your table.
  • American creative
  • Flatiron
  • price 4 of 4
A Central Casting, New York City classic if there ever was one, Gramercy Tavern has maintained its status even after minor tweaks and changes over its nearly three decades in Manhattan. The tavern up front, bordered by a long bar on the left, serves à la carte items like duck liver mousse, grilled striped bass and a burger with duck fat potato chips. The somewhat dated but darling back dining room, with white tablecloths more effortless than anywhere else above 14th Street, offers five courses for $168 with plates like pork tortellini, pan-seared halibut and roasted duck.   

Attractions in Gramercy and Flatiron

  • Attractions
  • Monuments and memorials
  • Flatiron
Flatiron Building
Flatiron Building
RECOMMENDED: 50 best New York attractions This 21-story Beaux Arts edifice once dominated midtown. Although it’s now dwarfed by other structures, when it debuted in 1902, the triangle-shaped monolith represented the threat and the thrill of modernity: Naysayers claimed it would never withstand the high winds plaguing 23rd Street, while revered photographer Alfred Stieglitz—who captured it in an iconic shot in 1903—wrote that it was “a picture of a new America still in the making.” Today, it’s possibly the least tourist-friendly New York landmark. The space above the ground-floor shops, occupied by publishing house Macmillan, is inaccessible to the public, but during office hours you can admire black-and-white photos and read a few panels on the history of the tower in its lobby. If you want to see the “point” offices (just over six feet wide at their narrowest), we suggest getting to work on the Great American Novel.
  • Attractions
  • Parks and gardens
  • Flatiron
  • 4 out of 5 stars
  • Recommended
Madison Square Park
Madison Square Park
This public space was a highly desirable address when it opened in 1847, and is now a verdant oasis. It hosts a series of summer concerts, including the incredibly popular Mad. Sq. Kids series, which features some of the hottest bands in kids' music. The destination is also home to Shake Shack, a summer favorite (as evidenced by the shockingly long lines) for burgers, fries and, of course, shakes.
Advertising
  • Museums
  • Special interest
  • Flatiron
  • price 2 of 4
Museum of Sex (MoSex)
Museum of Sex (MoSex)
RECOMMENDED: Museum of Sex (MoSex) Situated in the former Tenderloin district, which bumped-and-grinded with dance halls and brothels in the 1800s, MoSex explores the subject within a cultural context—but that doesn’t mean some content won’t shock the more buttoned-up visitor. On the ground floor, “Action!,” which screens around 220 clips from more than 150 years of sex on film, includes explicit scenes from such (literally) seminal porn flicks as Deep Throat. Upstairs, highlights of the permanent collection range from the tastefully erotic to the outlandish. Cop a feel of one of the silicone Real Doll torsos. An 1890s anti-onanism device could be confused with the S&M gear, which includes a nine-foot steel-framed love pen donated by a local dominatrix. Also of note are the Depression-era Tijuana Bibles—raunchy comic strips showing well-known characters like Donald Duck as you’ve never seen them before—and sex machines created by keen DIYers, such as the “Monkey Rocker,” constructed from a dildo and excercise equipment (it inspired the device in the Coen brothers’ Burn After Reading). The spacious gift shop is stocked with books and arty sex toys, and aphrodisiac elixers are served in a new café.
  • Attractions
  • Parks and gardens
  • Union Square
  • 4 out of 5 stars
  • Recommended
Union Square
Union Square
RECOMMENDED: 50 best New York attractions This park is named after neither the Union of the Civil War nor the labor rallies that once took place here, but simply for the union of Broadway and Bowery Lane (now Fourth Avenue). Even so, it does have its radical roots: From the 1920s until the early ’60s, it was a favorite spot for tub-thumping political oratory. Following 9/11, the park became a focal point for the city’s outpouring of grief. These days you'll find the lively Greenmarket in warmer months, holiday shops in the winter and a summer concert series for kids.

Bars in Flatiron

  • Gramercy

At this gorgeous new photography museum, head through an unmarked door in the lobby to find the adjoining cocktail bar. Once a cathedral, the lounge has the same Gilded-Age opulence as Stephen Starr's Verōnika restaurant. Unusually, you can grab drinks and bring them with you throughout the museum.

  • Cocktail bars
  • Flatiron
  • price 4 of 4

The T-shaped speakeasy beneath the Korean steakhouse Cote is dimly lit and all black but for the walls, which are adorned with vertical gardens, some set behind glass. It feels very reptile-house chic—you half expect to see a mounted placard delineating the origins of the poison dart frog. 

Advertising
  • Lounges
  • Gramercy
  • price 2 of 4

It’s a scene straight out of Midnight in Paris: all golden-age yearning and space-time shuffling. This dapper Gramercy lounge, from Raines Law Room operators Alberto Benenati and Yves Jadot, is a railroad space divided into period-piece quarters, including a tufted Victorian parlor and an ashtray-dotted hooch den worthy of Don Draper. Spend an hour at this luxe oasis and you’ll completely lose track of time—no DeLorean required.

  • Lounges
  • Flatiron
  • price 4 of 4

There is no bar to belly up to at this louche lounge. Drinks are prepared in a beautiful but half-hidden back room surrounded by gleaming examples of every tool and gizmo a barkeep could wish for. From this gorgeous tableau comes an austere cocktail list, which includes classics like the Manhattan and Negroni, and variations thereof. The 10 Gallon Hat (mescal, ancho chile, lime and pineapple) smacks of a margarita with something fiery to celebrate. And the Pinoeer Spirit, a twist on the Old Fashioned (rye, apple brandy, orgeat), is so strong it could serve itself. Who needs a barstool anyway?

Shops in Gramercy and Flatiron

  • Shopping
  • Markets and fairs
  • Flatiron
The iconic open-air Chelsea flea, brought back from the dead by the team behind  Smorgasburg and Brooklyn Flea, showcases 40 veteran vendors selling mostly historic collectibles. If you love eclectic costume jewelry, quirky furniture, midcentury art and ceramics, records, antiques and art, and more, you’ll spend hours combing for treasure here. Plus, you'll now be able to grab a rewarding snack on the way out from various Smorgasburg food vendors that will soon be revealed. 
  • Shopping
  • Consignment store
  • Gramercy
  • price 1 of 4
Vintage Thrift Shop
Vintage Thrift Shop
There’s a rotating mix of astoundingly well-preserved designer and nonvintage clothing here, as well as one-of-a-kind housewares, shoes and accessories. We’ve found vintage Yves Saint Laurent blouses for $12, striped skinny ties for $6 and a pair of classic Salvatore Ferragamo pumps with bows on them for $10. Pretty much everything is a find, but you still get that thrill-of-the-hunt feeling.
Advertising
  • Shopping
  • Kitchen and bath
  • Flatiron
  • price 1 of 4
Fishs Eddy
Fishs Eddy
Walking into this Flatiron spot feels as if you’ve just stumbled upon the best stall at the flea market. Worn-wood shelves support stack upon stack of assorted rainbow-colored dishes ($1–$17), mismatched vintage china ($5–$23), toile teapots ($15–$39) and other kitschy kitchenwares. The amazingly cheap price tags make it worth battling the often-pressing crowds to stock up on assorted flatware ($1–$6 each) and glassware, including oversize stemless martini glasses ($6), elegant champagne flutes ($8) and Italian-style painted wineglasses ($5). If you’re in need of a serious discount, plunder the sale section in the back for never-before-used castoffs from restaurant and hotel suppliers. But there are plenty of affordable, freshly minted kitchen goods too. Local-specific buys include platters printed with the Brooklyn skyline ($17–$25) and Floor Plan dinnerware (from $8 for a five-square-inch “studio” to $33 for a 12-by-16-inch “penthouse”).
  • Shopping
  • Sex shops
  • Flatiron
  • price 2 of 4
Museum of Sex Store
Museum of Sex Store
MoSex’s recently overhauled gift shop is now twice the size (2,000 square feet) and double the pleasure. “We wanted the store to be a destination shop,” says creative director Mark Snyder. “We’re looking at products for their art, their design and their technology.” Such lofty merch includes the Dirty Flirty Novelty Company’s festive glass “pornaments” and Matteo Cibic’s functional fishbowl dildo.
Recommended
    You may also like
    You may also like
    Advertising